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Aniline from orange aniline dye
I found some orange aniline dye, so I would want to make some aniline from that. Is it possible and how could I do this?
By the way, can I make aniline easily from phenol solution or can someone list some interesting syntheses with phenol?
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madscientist
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I'm not familiar with the structure of orange aniline dye, but I do doubt it's going to be cheap or easy to get aniline from that.
The easiest and most OTC route to aniline I can think of is to prepare benzamide from benzoic acid and ammonia, and to perform the Hofmann
rearrangement on it with hypochlorite to yield aniline.
I weep at the sight of flaming acetic anhydride.
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How to prepare it with benzoic acid and ammonia? I read that urea can be used with benzoic acid, but I am more interested in ammonia as it's easier to
get.
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Nicodem
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Thread Moved
11-12-2010 at 12:14 |
not_important
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Heating ammonium benzoate will give some of the amide, reacting a simple ester such as methyl bezoate with concentrate aqueous ammonia is a bit
better. The urea method is good, as urea is a common nitrogen fertiliser you might do a bit of searching.
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But then for ester I again need sulfuric acid which I don't have 
I am thinking about boiling some urine  (i could buy 50kg bag of urea to get it
and I don't need that much of it)
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not_important
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Buy the bag, it's easier than other choices. H3PO4 will work for esterfication, as will a number of other catalysts.
If you go the ammonium salt route the yields can be greatly boosted by passing NH3 (g) over/through the reaction mix. Suspend finely powdered ammonium
benzoate in tec xylene, slowly bubble NH3 through it, and heat to around 120 C - distilling off the water-xylene azeotrope.
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madscientist
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Sulfuric acid isn't hard to find (Rooto, Liquid Fire - both drain openers), nor is janitorial grade ammonia (much stronger than windex type stuff). No
need for bowls of urine all over your house! 
I weep at the sight of flaming acetic anhydride.
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I have some rust remover, I should check if it's phosphoric acid (it says corrosive). Or maybe I will try ammonium salt route.
In my country there is no sulfuric acid to buy easily
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Random
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Quote: Originally posted by not_important  | Buy the bag, it's easier than other choices. H3PO4 will work for esterfication, as will a number of other catalysts.
If you go the ammonium salt route the yields can be greatly boosted by passing NH3 (g) over/through the reaction mix. Suspend finely powdered ammonium
benzoate in tec xylene, slowly bubble NH3 through it, and heat to around 120 C - distilling off the water-xylene azeotrope.
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I just noticed, what are those other catalysts?
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entropy51
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